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Volumn 7, Issue 5, 2005, Pages 867-870

Total synthesis of LFA-1 antagonist BIRT-377 via organocatalytic asymmetric construction of a quaternary stereocenter

Author keywords

[No Author keywords available]

Indexed keywords

ALKANE DERIVATIVE; ANTIINFLAMMATORY AGENT; BIRT 377; CARBOXYLIC ACID DERIVATIVE; LYMPHOCYTE FUNCTION ASSOCIATED ANTIGEN 1; PROLINE; TETRAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 15044355250     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol047368b     Document Type: Article
Times cited : (152)

References (74)
  • 4
    • 0035971998 scopus 로고    scopus 로고
    • (d) Tetrahedron Lett. 2001, 42, 3231.
    • (2001) Tetrahedron Lett. , vol.42 , pp. 3231
  • 70
    • 15044353286 scopus 로고    scopus 로고
    • note
    • L-Proline was reported to be an excellent catalyst for amination of linear aldehydes (ref 11a,c) as well as α-aryl branched aldehydes, but failed to induce high ee's in cases involving α,α-dialkyl aldehydes (ref 11d).
  • 73
    • 15044338771 scopus 로고    scopus 로고
    • note
    • R = 17.23 min (-) 1.
  • 74
    • 15044362662 scopus 로고    scopus 로고
    • note
    • The energy difference between cis and trans enamines of 3-(4-bromophenyl)-2-methyl propanal with L-proline is 0.266 kcal/mol, whereas propanal has a difference of 2.934 kcal/mol (based on MOPAC, PM3 calculations).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.